9,925

Southeast Winterhaven Homes

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  • /62

    $369,000

    $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,914 Sq Ft

    131 Ruby Lake Dr, Winter Haven, FL 33884

    Virtually Staged. Fully refreshed and move-in ready, this Ruby Lake home delivers space, thoughtful upgrades, and a layout that stands out from the rest.Offering high ceilings and a well-designed flow from the L-shaped formal living room that transitions into the formal dining area, creating a defined yet open feel. The kitchen sits at the center with a dinette overlooking the family room. A

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    131 Ruby Lake Dr, Winter Haven, FL 33884
  • /15

    $1,835 Per Month

    • 4 Beds
    • 2 Baths
    • 1,770 Sq Ft
    • House for Rent

    850 Terranova Rd, Winter Haven, FL 33884

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 4-bedroom, 2-bathroom rental home in Winter Haven, FL, has a lot to offer; does it check all your boxes?

    850 Terranova Rd, Winter Haven, FL 33884
  • /2

    $369,999

    Sold Oct 20, 2025

    5465 San Pietro Dr, Winter Haven, FL 33884

    • 4 Beds
    • 3 Baths
    • 2,292 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $161/SF
    • 10 Days On Market

    Current Estimated Value $352,902

    Casa Fresca Homes Villa Mar

    5465 San Pietro Dr, Winter Haven, FL 33884
    • /2

      Est $347,652

      Not Listed For Sale

      3833 Giorgio Dr, Winter Haven, FL 33884

      • 4 Beds
      • 3 Baths
      • 2,631 Sq Ft
      • Built 2024
      3833 Giorgio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 100 Days On Market

  • /40

    $235,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft

    3363 Livingston Way, Winter Haven, FL 33884

    Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throughout, with the exception of the second bedroom. The spacious two-car garage includes a laundry area that can easily be enclosed for additional privacy or functionality. The appliances are approximately four years old and have been gentlyused.

    Agent Photo

    Beena Kokeram

    AGILE GROUP REALTY

    3363 Livingston Way, Winter Haven, FL 33884
  • /18

    $1,799 Per Month

    • 3 Beds
    • 2 Baths
    • 1,930 Sq Ft
    • House for Rent

    2112 Jonathan Ln, Winter Haven, FL 33884

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1943.90. That covers your base rent, $1799.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    2112 Jonathan Ln, Winter Haven, FL 33884
  • /2

    $295,000

    Sold Jun 11, 2026

    4136 Aberdeen Ln, Lake Wales, FL 33859

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft
    • Built 2004

    Last Sold Summary

    • 8% Below List Price
    • $196/SF
    • 26 Days On Market

    Current Estimated Value $300,376

    Last Listing Agent Lori Raath LAKE ASHTON REALTY INC.

    4136 Aberdeen Ln, Lake Wales, FL 33859
    • /2

      Est $379,761

      Not Listed For Sale

      4145 Giorgio Dr, Winter Haven, FL 33884

      • 5 Beds
      • 3 Baths
      • 2,601 Sq Ft
      • Built 2025
      4145 Giorgio Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 127 Days On Market

  • /32

    $399,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,107 Sq Ft

    357 Ruby Lake Loop, Winter Haven, FL 33884

    Welcome to your dream home in the gated community of Ruby Lake! This beautifully designed 3-bedroom, 2-bath Cassidy “Ox” floor plan perfectly balances elegance and everyday comfort. Step inside to discover a spacious layout featuring formal living and dining rooms, along with a generous family room—ideal for both entertaining and relaxed living. The updated kitchen is truly the heart of the home,

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    357 Ruby Lake Loop, Winter Haven, FL 33884
  • /16

    $2,355 Per Month

    • 4 Beds
    • 2 Baths
    • 2,284 Sq Ft
    • House for Rent

    557 Reddicks Cir, Winter Haven, FL 33884

    EXCITING NEWS: WE ARE CURRENTLY RENOVATING THIS HOME! NOTE THAT THE PHOTOS SHOWN REPRESENT THE HOME BEFORE RENOVATION AND DO NOT REFLECT ANY UPDATES. PLANNED IMPROVEMENTS INCLUDE: NEW HARD SURFACE COUNTERTOPS. APPLY TODAY OR ASK YOUR LEASING SPECIALIST FOR MORE DETAILS! Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent

    557 Reddicks Cir, Winter Haven, FL 33884
  • /2

    $352,690

    Sold Sep 10, 2025

    2803 San Marco Way, Winter Haven, FL 33884

    • 3 Beds
    • 2.5 Baths
    • 2,298 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $153/SF

    Current Estimated Value $352,141

    Maronda Homes Villamar

    2803 San Marco Way, Winter Haven, FL 33884
    • /2

      Est $333,003

      Not Listed For Sale

      3428 Costello Cir, Winter Haven, FL 33884

      • 5 Beds
      • 3 Baths
      • 2,447 Sq Ft
      • Built 2024
      3428 Costello Cir, Winter Haven, FL 33884

      Last Sold Summary

      • 136 Days On Market

  • /48

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,898 Sq Ft

    4465 Strathmore Dr, Lake Wales, FL 33859

    Virtually Staged. Discover easy Florida living in this beautifully maintained home in Lake Ashton featuring the popular expanded Hemingway floor plan with 2 bedrooms, 2 baths, and a versatile den perfect for a home office, hobby room, or guest space. Best of all, the CDD bond debt is fully paid. Pride of ownership shines throughout, from the landscaping and paver driveway to the move-in ready

    Agent Photo

    Jared Rutherford

    KELLER WILLIAMS TAMPA PROPERTIES

    4465 Strathmore Dr, Lake Wales, FL 33859
  • /15

    $1,990 Per Month

    • 3 Beds
    • 2 Baths
    • 1,645 Sq Ft
    • House for Rent

    505 Reddicks Cir, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

    505 Reddicks Cir, Winter Haven, FL 33884
  • /2

    $319,990

    Sold May 13, 2026

    4125 Giorgio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,305 Sq Ft
    • Built 2026

    Last Sold Summary

    • $139/SF

    Current Estimated Value $301,568

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    4125 Giorgio Dr, Winter Haven, FL 33884
    • /2

      Est $298,097

      Not Listed For Sale

      3166 Laurel Oak Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,646 Sq Ft
      • Built 2024
      3166 Laurel Oak Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 195 Days On Market

  • /30

    $240,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,536 Sq Ft

    2634 Rutledge Ct, Winter Haven, FL 33884

    Under contract-accepting backup offers. Welcome to easy, maintenance-free living in the highly sought-after Verandahs at Traditions on Lake Reeves! This beautifully maintained one-story corner unit townhouse offers 2 bedrooms, 2 bathrooms plus a versatile bonus room, perfect for a home office, fitness, or guest space.Enjoy an open floorplan filled with natural light, enhanced by high ceilings

    Agent Photo

    Michelle Howard

    KELLER WILLIAMS REALTY SMART 1

    2634 Rutledge Ct, Winter Haven, FL 33884
  • /16

    $2,145 Per Month

    • 3 Beds
    • 2 Baths
    • 2,056 Sq Ft
    • House for Rent

    878 Terranova Rd, Winter Haven, FL 33884

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2409.90. That covers your base rent, $2145.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    878 Terranova Rd, Winter Haven, FL 33884
  • /30

    $259,990

    Sold Jun 02, 2026

    4102 Penelope Ave, Winter Haven, FL 33859

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $185/SF
    • 30 Days On Market

    Dream Finders Homes Annabelle Estates

    4102 Penelope Ave, Winter Haven, FL 33859
    • /2

      Est $257,086

      Not Listed For Sale

      5108 Sylas Jax Ave, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,358 Sq Ft
      • Built 2025
      5108 Sylas Jax Ave, Winter Haven, FL 33884

      Last Sold Summary

      • 162 Days On Market

  • /22

    $399,900

    • 3 Beds
    • 2 Baths
    • 2,118 Sq Ft

    543 Terranova Cir, Winter Haven, FL 33884

    POOL Home on Pond in TERRANOVA! Located in desirable southeast Winter Haven, this home has it all! Large areas overlooking screened pool and pond frontage and views! Enjoy the security of a gated community close to schools, shopping, churches and LEGOLAND! Call for your private showing today!

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    543 Terranova Cir, Winter Haven, FL 33884
  • /16

    $2,060 Per Month

    • 4 Beds
    • 2 Baths
    • 2,088 Sq Ft
    • House for Rent

    436 Fish Hawk Dr, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

    436 Fish Hawk Dr, Winter Haven, FL 33884
  • /2

    $285,000

    Sold Mar 16, 2026

    5316 Hogan Ln, Winter Haven, FL 33884

    • 2 Beds
    • 2 Baths
    • 1,339 Sq Ft
    • Built 2013

    Last Sold Summary

    • 1% Below List Price
    • $213/SF
    • 13 Days On Market

    Current Estimated Value $285,012

    Last Listing Agent Lori Raath LAKE ASHTON REALTY INC.

    5316 Hogan Ln, Winter Haven, FL 33884
    • /2

      Est $517,840

      Not Listed For Sale

      5436 Hogan Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 2,532 Sq Ft
      • Built 2014
      5436 Hogan Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 66 Days On Market

  • /82

    $535,000

    • 3 Beds
    • 2 Baths
    • 2,058 Sq Ft

    4193 Stone Creek Loop, Lake Wales, FL 33859

    Welcome to your private slice of paradise—where luxury, comfort, and resort-style living come together in one unforgettable home. From the moment you arrive, the beautifully landscaped grounds, paver walkway, and inviting front porch set the tone for what’s inside. Step through the elegant glass front door into a bright, open-concept design that immediately feels like home. Triple sliding glass

    Agent Photo

    Kathy Alexander

    CENTURY 21 WATSON & MYERS REALTY

    4193 Stone Creek Loop, Lake Wales, FL 33859
  • /20

    $2,195 Per Month

    • 4 Beds
    • 2 Baths
    • 1,851 Sq Ft
    • House for Rent

    397 Corso Loop, Winter Haven, FL 33884

    Property Id: 1220815 Beautiful and spacious 4-bedroom, 2-bath single-family home located in the highly desirable Villamar community in Winter Haven. Built in 2020, this modern home features an open-concept floor plan with a bright living area, spacious kitchen, stainless steel appliances, laminate floor throughout, and a large island perfect for entertaining. The split-bedroom layout offers

    397 Corso Loop, Winter Haven, FL 33884
  • /16

    $279,304

    Sold Oct 08, 2025

    2126 Chris Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,487 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $188/SF
    • 8 Days On Market

    Current Estimated Value $281,181

    Lennar Peace Creek Reserve - Estate Key Collection

    2126 Chris Dr, Winter Haven, FL 33884
    • /2

      Est $301,827

      Not Listed For Sale

      1274 Zambrana Ct, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,961 Sq Ft
      • Built 2021
      1274 Zambrana Ct, Winter Haven, FL 33884

      Last Sold Summary

      • 231 Days On Market

  • /5

    $1,350,000

    $440K PRICE DROP
    • Land
    • 8.01 Acres
    • $168,539 per Acre

    1030 Chalet Suzanne Rd, Lake Wales, FL 33859

    COMMERCIAL SITE READY FOR DEVELOPMENT...Existing building could have potential for remodel or demolished for new development. Located in growing area of Lake Wales with multi use allowed. Just off of Highway 27 and on North side of Chalet Suzanne Road from Eagle Ridge Mall. Don't miss this opportunity to secure this prime real estate. Call today for viewing appointment.

    Agent Photo

    Vicky Holloway

    LEGACY REAL ESTATE CENTER INC

    1030 Chalet Suzanne Rd, Lake Wales, FL 33859
  • /20

    $2,345 Per Month

    • 3 Beds
    • 2 Baths
    • 2,126 Sq Ft
    • House for Rent

    4681 Mandolin Loop, Winter Haven, FL 33884

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2489.90. That covers your base rent, $2345.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    4681 Mandolin Loop, Winter Haven, FL 33884
  • /2

    $290,000

    Sold Nov 26, 2025

    1480 Leamington Ln, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,202 Sq Ft
    • Built 2024

    Last Sold Summary

    • 17% Below List Price
    • $132/SF
    • 402 Days On Market

    Current Estimated Value $293,777

    Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

    1480 Leamington Ln, Winter Haven, FL 33884
    • /2

      Est $208,626

      Not Listed For Sale

      3418 Raleigh Dr, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,118 Sq Ft
      • Built 2008
      3418 Raleigh Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 126 Days On Market

  • /60

    $40,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths

    269 Hummingbird Ln, Winter Haven, FL 33884

    Enjoy the best of Florida living in this spacious and beautifully maintained 2-bedroom, 2-bath home located in a private community with exclusive lake access. This inviting property offers comfort, convenience, and an unbeatable location perfect for full-time residents, vacationers, or seasonal living. Ideally situated near shopping, restaurants, entertainment, and everyday conveniences, you'll

    Agent Photo

    Glenn Fogg

    FOGG MOBILE HOME SALES LLC

    269 Hummingbird Ln, Winter Haven, FL 33884
  • /5

    $2,250 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • House for Rent

    437 Fish Hawk Dr, Winter Haven, FL 33884

    Welcome to this beautiful 4 bedroom, 2.5 bath home. located in a highly desirable community. This spacious home offers a functional floor plan with generous living areas, modern kitchen, and comfortable bedroom, making perfect for families or professionals. Enjoy a private backyard and all the benefits of living in well maintained neighborhood close to school, shopping, dinning, parks and major

    Mike Coicou LA ROSA REALTY PRESTIGE

    437 Fish Hawk Dr, Winter Haven, FL 33884
  • /16

    $269,990

    Sold Apr 02, 2026

    6448 Domizio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,874 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 13% Below List Price
    • $144/SF
    • 60 Days On Market

    Lennar Villa Mar

    6448 Domizio Dr, Winter Haven, FL 33884
    • /2

      Est $801,972

      Not Listed For Sale

      2660 Wyndsor Oaks Way, Winter Haven, FL 33884

      • 4 Beds
      • 4 Baths
      • 3,633 Sq Ft
      • Built 2005
      2660 Wyndsor Oaks Way, Winter Haven, FL 33884

      Last Sold Summary

      • 67 Days On Market

  • /4

    $1,200,000

    • Land
    • 3.99 Acres
    • $300,752 per Acre

    0 Chalet Suzanne Rd, Lake Wales, FL 33859

    Excellent investment opportunity. This sale includes three parcels totaling 7.3 acres, offering flexibility and scale for your next project. Located just half a block from US-27, near a Publix Plaza (corner of Chalet Suzanne and Hwy-27), right across from Eagle Ridge Mall, and minutes to downtown Lake Wales, the property sits in a quiet, rural setting with no HOA and plenty of potential. Don’t

    Agent Photo

    Paulo Alves

    COMPASS FLORIDA LLC

    0 Chalet Suzanne Rd, Lake Wales, FL 33859
  • /16

    $1,849 Per Month

    • 4 Beds
    • 2 Baths
    • 2,138 Sq Ft
    • House for Rent

    608 Terranova Dr, Winter Haven, FL 33884

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1993.90. That covers your base rent, $1849.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    608 Terranova Dr, Winter Haven, FL 33884
  • /2

    $325,000

    Sold May 27, 2026

    569 Reggie Rd, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 1,933 Sq Ft
    • Built 2024

    Last Sold Summary

    • 2% Above List Price
    • $168/SF
    • 9 Days On Market

    Current Estimated Value $312,440

    Last Listing Agent John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

    569 Reggie Rd, Winter Haven, FL 33884
    • /2

      Est $297,497

      Not Listed For Sale

      76 Saint Kitts Cir, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,508 Sq Ft
      • Built 1993
      76 Saint Kitts Cir, Winter Haven, FL 33884

      Last Sold Summary

      • 3 Days On Market

Showing Results 41 - 80, Page 2 of 18

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